Erotic Couplings

Dave Tries Virgin Becky for the First Time in Chapter 4

Dave must revisit a commitment he made to Becky.

Spankmasters
May 22, 2024
10 min read
swimsuitsswimmingDave's First Time Ch. 04 - Beckycougar
Dave's First Time Ch. 04 - Becky
Dave's First Time Ch. 04 - Becky

Dave Tries Virgin Becky for the First Time in Chapter 4

Over the past few weeks, my social status among the girls, especially Heather, had skyrocketed. It seemed strange that even though she'd shared me with her friends, she didn't seem interested in dating other guys despite knowing what I had done.

After a few weeks, some other girls at school started asking for my help with their homework after school.

Heather had mentioned how the whole situation had unfolded with the girls noticing their 'love bites' on Monday - it had quickly spread among them, and it became common knowledge that I was responsible for it. They didn't share too many details, allowing their imaginations to run wild on how one boy could have marked four girls in such a distinct way.

As I started thinking about this slippery slope, I realized I had some decisions to make - Heather had already given her blessing to this whole situation. A school-sanctioned aquatic activity was a perfect opportunity for me to test myself. I decided to wear my tight, clinging-to-every-curve swimming trunks, knowing that I'd need to control myself if I wanted to avoid the same disaster as before.

I walked into the pool area on a particularly busy day, filled with people of all ages - swimmers and classes alike. My concentration was so intense on the women in the water aerobics class that I didn't even see Becky until she called out to me.

"Hey, handsome!" she said teasingly. "The class has definitely noticed you, too!"

I smiled and walked over to her. Although it was a welcome distraction from the Aerobics ladies, I noticed Becky in her bright, high-legged red one-piece.

"Yeah, I guess I do make an impression," I said nonchalantly. I looked her up and down, feeling my body stir.

"And you love it," she replied, grinning.

I nodded, mesmerized by her in her swimsuit. "You really look good in that," I complemented.

She laughed, grabbing my hand and pulling me away from the women in the small pool. "You'd better give them a good show while you can," she teased.

We entered the warm water and swam a bit. The wetness of our suits clung to our teenage bodies, her red swimsuit leaving little to the imagination. She knew I enjoyed it, and she swam under me between my legs, teasingly pushing against my length as she surfaced and giggled.

"Do you remember our deal?" she asked coyly.

I smiled, trying not to make my interest too evident. "It's not always the most convenient place," I responded cautiously.

Becky began to rub her hand against the bulge in my trunks, whispering, "then you'd better make it worth my while."

She then let go and climbed out of the pool, the water falling off her hot body. I had made a commitment to her, but the question of Heather lingered in my mind - she had no idea I was here with Becky, locked into an unspoken agreement.

As I walked out with her, the aquatic class had just ended, and the women gave me glaring looks of jealousy as they passed by, noticing her flirting with me in the pool.

Becky got more looks of jealousy as they joined us in the corridor. I followed her to the lockers, trying to conceal my erection in my tight, clingy trunks. The girls couldn't help but gawk at the situation as we walked past.

"You're so lucky that girl likes you," one girl sneered.

We gathered our belongings and I trailed after Becky, who glanced back at me, then to the others and smirked widely. We all strolled down the hallway for a while in hushed silence, reveling in the temptation the others cast on us was exhilarating. I'd never thought about sleeping with strangers before, let alone mature women at that point in time.

Before long, they began dispersing into the various changing cubicles, and I spotted Becky slip into one between them. After taking a quick look around, I joined her. She locked the door and kissed me fervently.

"Oh my goodness, I'm so delighted you came today, I've been visiting here for weeks hoping you'd show up," she whispered between kisses.

She'd already hung a towel on a hook and our belongings in a corner.

As images of the slumber party and the flirtatious glances from the older woman flitted through my mind, so did Becky's words. Becky kissed me again, sighing as she felt my erect manhood pressing against my wet lycra. I couldn't focus on anything but the daring promise I'd made her weeks earlier and kissed her back. As soon as I did, she whined into me and reached into my shorts, freeing me. Instantly, she stroked it while we kissed.

She was so attractive, especially in that swimsuit!. I kissed her back eagerly, while moving closer to the bench and gently pushing her back against the cubicle wall. I dropped my shorts to the ground, stepping out of them, my penis standing hard and itching for her.

"Fuck yes!" Becky hissed as she stared at my imposing length.

She reached down and slid her swimsuit to the side, just how Katy and Heather had done the first time we slept together.

"Fuck me, do it!" she hissed, her eyes full of desire as she stared at me.

I moved into position and teased her with my large, sticky head. Pushing it up into her, making her whimper - just like she had during our first time.

Slowly, I eased myself into her. Becky caught her breath before uttering a carnal moan of approval. It was exactly how I remembered. She stared intently into my eyes and, as I began to withdraw from her slowly, she gasped again, this time a bit louder than she planned.

"God, I've missed this! Such a big cock!"

I moved my hips back and forth, fucking her. Every time I entered her, she moaned. Her arms clung to the handrail at her back as I cradled her body as I thrust in and out of her.

"urgh!" I grunted loudly as I increased my pace.

"ssshhh... You'll make... It... L...L... let... Urgh... the Aerobics girls know what you're doing," Becky cautioned, struggling to enunciate as I persisted thrusting in and out of her.

I didn't care, she desired sex and so did I.

I leaned in and kissed her again, whispering "so what if they do?"

Becky giggled and started quivering beneath me. "oh fuck... I'm going to cum... fill me, please Dave, I need it," she quietly begged.

I could hear the sound of my thrusts and her breathing throughout the tiny cubicle. I was close and realized I possessed a significant load for her. I pushed as deep into her body as possible, making her eyes roll back and her voice tense.

"aaahhhhhooo!" she whined

After several moments inside her, Becky's orgasm subsided and I withdrew from her. Standing before her with my cock still hard, I glanced at the empty cubicle next to Becky. She opened her eyes and stared at my penis, licking her lips.

"oh God, I'd forgotten you stay hard!" Becky exclaimed loudly enough for the woman in the neighboring cubicle to hear.

The woman responded with a sigh and chuckle "hehehe it sounded hot!" barely audible through the cubicle wall.

Becky's expression took on a mischievous glint. She understood my nature and, despite the separation from Heather, was self-assured I wouldn't let her down.

"His cum feels so good, you should try some," Becky said loud enough for the mystery woman in the neighboring cubicle to hear.

The woman responded with a moan "Urgh, I'd fucking LOVE that right now!"

Becky laughed, astonished that we had successfully drawn one of the classmates into engaging with us following intercourse. I stood there with my hand stroking myself, maintaining eye contact with Becky while she continued.

"Come get it!"

I was dumbfounded, smirking with amazement as she said it, part of me wishing to, the other knowing she wouldn't yield to such a proposition or temptation. I withdrew from Becky, who freely reached out with her unoccupied hand to stroke me, gasping and rubbing her wet, sticky pussy in response.

A faint knock on the cubicle door caused us both to halt abruptly. Neither of us had ever done anything like this before, resulting in our hearts pounding with anxiety. I approached the door, reaching out to the lock.

Becky shook her head, puzzled and sensually curious.

The door cautiously opened, and one of the women in her mid-thirties, very similar to Karen in her athleticism, brunette wet hair, and wearing a black, conservative, ultra-brief Speedo, entered.

I stepped back, allowing her entry. She shut the door and locked it before hesitantly staring down at my erection, widening her eyes upon seeing it before eventually glancing at Becky, who was still moving her fingers over her tight, bald, cummy pussy.

There was a short, awkward lull before the woman murmured, "Wow, so much semen!"

Becky giggled and nodded.

The woman peered back down at my phallus. "Isn't it a huge cock?" She inquired.

Becky giggled and nodded once more.

I approached her, bringing her within reach of my member. Her hands touched it, feeling every vein and every inch. She appeared shocked, yet intrigued by the situation. I wondered if she thought we were teenage lovers experimenting with new experiences.

The woman comported herself admirably, skillfully manipulating my length, making each vein and inch feel good. She was the first woman over twenty to touch me. The unexpected pleasure in her facial expressions was clear despite her silence.

Suddenly, I was startled by the realization that my testicles had tightened once more, prompting my desire for her. She understood what was happening, as did Becky, who was determined to experience an orgasm.

Her hand stroked me vigorously, transitioning between different speeds using only her wrist. I groaned and gasped, Becky rubbed her bald, cummy pussy in response.

After what felt like a prolonged period of time, the woman knelt down between me and Becky, looking up at me. Her hand grasped my cock, sliding it into her mouth as she attempted to take me in.

Becky moaned in approval as the woman worked on me in front of her. I gazed down at her, broadly grinning, contemplating how long this ordeal would take, remembering that the last time I was in a pool cubicle, I lost my virginity. Despite that, I had only returned to the pool a mere nine months prior.

The woman began revealing her appreciation through moaning as she continuously sucked on my head, mumbling in glee between sucks. Her mouth and hand worked together, hastening my climax. I was enamored by her competence. I was close, and she understood.

She withdrew her mouth from my length to exclaim, "Cum for me, baby!" before turning to Becky and winking as she continued her stroking rhythm.

Becky moaned once again, nodding her approval as the woman verged on my orgasm. She was close, on the verge of ecstasy, entertaining the idea of giving into temptation and submitting to the woman's fantasy.

I gazed down at her, shaking with anticipation. "Mmmm-oh... fuck... you should! Definitely!" Becky exclaimed in a hushed tone.

Becky continued her frantic stimulation as she moved closer to her climax, her small squeaks and cries merged with the woman's, adding to the erotic atmosphere. Her cum-covered pussy dripped onto her swimsuit while the stranger continued stroking and kissing my member. I could almost feel her excitement and expectations.

She pulled away from my penis and stared at her wet pussy before glancing into Becky's eyes. "I haven't had a cock this big in years."

She stood back up and lowered her swimsuit just enough to reveal her ass and pussy. Facing Becky, she leaned over, grabbing the handrail beside her head. Her breasts jiggled in front of Becky's face as she showed off her body for me. I moved behind her, positioning myself and teasing her entrance with my large head.

She gasped and instinctively pushed backward, guiding me into her wet, soaked pussy. I groaned as I felt her, nearly fully inserting myself. My thick, veiny cock fit her nicely. I placed my hands on her hips as she moaned down at Becky, "Oh my God!"

Becky leaned in, trying to kiss and suck on the woman's C cups, giggling and moaning as her orgasms accumulated. I aimed to be slow and considerate, but couldn't resist, my hips thrust against her butt, hitting it and making her breasts move in front of Becky's face.

The woman's grunting was intentionally aggressive, allowing me to enter her rapidly and passionately, gripping her hips as I slammed into her. This was what she craved, what we all wanted. The woman gasped and grunted in response, giggling and exclaiming. Becky sat beneath us, giggling and moaning as I fucked the older woman above her.

I could feel myself reaching climax, not entirely expecting to explode inside her, but she seemed just as surprised that I was fucking her so intensely after her mind-blowing blowjob.

"Oh fuck, yes, like that baby, oooohhh!" the woman sighed quietly as I continued to screw her.

I was on the verge of cumming again and grunted, my teenage body taking control, thrusting in and out of this older woman's soaked pussy. When she looked back at me and gave me a smile, nodding her head in approval.

"Mmmhmmm yes baby, do it, I want it! Cum inside me!" she pantingly instructed.

I could feel myself respond to her command, just hearing her words drove me wild. I pushed deep into her, causing her to yelp and giggle. "Ohhh yes!" she called out as she felt me discharge hot load after hot load as deep inside her as possible. The woman trembled under me as Becky kissed and sucked on her nipples in turns. Once I felt her slip out, she pushed off the wall into my arms, I kissed the back of her neck, still inside her as Becky pulled up her swimsuit to her hips. As soon as she felt it, the woman took over and I slid out. She settled her swimsuit back up and on, restraining her breasts. Leaned into Becky with a smile and kissed her on the cheek.

"Mmmm... thanks honey!" the woman said to her. Turning to me, she smiled, content as I stood there, my flaccid and covered in our secretions.

I panted, dumbfounded by what had just occurred. Becky was equally bewildered, we both hurriedly dressed in silence to escape the pool. We prioritized leaving the premises, never encountering the woman again.

"What the hell just happened?" I asked Becky, who burst out laughing.

"THAT! Was so intense! Plus, you... you fucked an older woman who wasn't your girlfriend AND a complete stranger!" Becky joked with me.

The extent of what I'd just done suddenly dawned on me. My hormones had overwhelmed me, and I was surprised by the way I felt. I just stared at her in wonder, amazed by the experience. As we walked home, Becky comforted me.

"Uh, I have a confession to make..." she said.

"Heather and I... we um..." she continued, stopping.

I studied her in perplexity as she added, "we're fucking... I mean we might be in a relationship. If there is such a thing as a bisexual relationship..."

I smiled but then it struck me, "I've cheated on my girlfriend with both of you!"

She nodded, "I'm not surprised you've slept with seven girls in the past few months, only Becky and the aerobics girl were betraying Heather, right?"

I frowned, "oh..." I sighed.

"Is it still considered cheating if your girlfriend is sleeping with another girl who was with her boyfriend?" I questioned.

She shrugged, "I guess it's just a matter of perspective."

We continued our conversation, laughing about my latest conquest as I came to the realization that it didn't bother me anymore. I smirked, realizing that I'd just fucked the older woman out of her desires. Our discussion on the way home was full of laughter, discussing my decision to surrender to my hormones and be taken advantage of by the older woman's sexual desires.

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